| Tournament details | |
|---|---|
| Dates | 14 March - 28 November |
| Teams | 30 (from 1 confederation) |
| Final positions | |
| Champions |  ES Sahel (2nd title) |
| Runners-up |  Wydad AC |
| Tournament statistics | |
| Matches played | 57 |
| Goals scored | 148 (2.6 per match) |
← 1998 2000 → | |
The 1999 CAF Cup was the eighth football club tournament season that took place for the runners-up of each African country's domestic league. It was won by ES Sahel in two-legged final victory against Wydad Casablanca.
| Team 1 | Agg. | Team 2 | 1st leg | 2nd leg |
|---|---|---|---|---|
USM Alger  | 4–4 (a) |  Horoya AC | 2–1 | 2–3 |
Al Ahli SC (Khartoum)  | 2–0 |  Medhin | 1–0 | 1–0 |
Canon Yaoundé  | 2–0 |  APR FC | 2–0 | 0–0 |
Mumias Sugar  | 1–2 |  Ferroviário da Beira | 1–1 | 0–1 |
Zamalek SC  | w/o |  Elite FC | — | — |
Stade Tamponnaise  | 6–1 |  ASF Fianarantsoa | 5–1 | 1–0 |
Great Olympics  | 3–4 |  Étoile Filante | 3–2 | 0–2 |
AS Vita Club  | 8–0 |  Deportivo Mongomo | 7–0 | 1–0 |
| Wydad AC | 3–1 |  Al-Ahly Benghazi | 1–1 | 2–0 |
ASC Diaraf  | 4–0 |  Man FC | 1–0 | 3–0 |
Kwara United  | 4–0 |  Young Africans | 1–0 | 3–0 |
Saneamento Rangol  | 4–2 |  Police SC | 3–2 | 1–0 |
| ES Sahel | 5–0 |  Centre Salif Keita | 3–0 | 2–0 |
Medlaw Megbi  | 1–6 |  Express Red Eagles | 1–0 | 0–6 |
Nkana FC  | 8–3 |  Royal Leopards | 2–2 | 6–1 |
| CS Sfaxien | w/o |  Energie Sport | — | — |
| Team 1 | Agg. | Team 2 | 1st leg | 2nd leg |
|---|---|---|---|---|
| Al Ahli SC (Khartoum) | 0–7 | USM Alger | 0–2 | 0–5 |
| Ferroviário da Beira | 0–1 | Canon Yaoundé | 0–0 | 0–1 |
| Stade Tamponnaise | 0–3 | Zamalek SC | 0–0 | 0–3 |
| AS Vita Club | 2–3 | Étoile Filante | 1–1 | 1–2 |
| ASC Diaraf | 2–3 | Wydad AC | 1–1 | 1–2 |
| Saneamento Rangol | w/o | Kwara United | 1–1 | — |
| Express Red Eagles | 2–4 | ES Sahel | 2–2 | 0–2 |
| CS Sfaxien | 4–1 | Nkana FC | 4–0 | 0–1 |
| Team 1 | Agg. | Team 2 | 1st leg | 2nd leg |
|---|---|---|---|---|
| CS Sfaxien | 4–5 | ES Sahel | 1–2 | 3–3 |
| Kwara United | 2–5 | Zamalek SC | 2–1 | 0–4 |
| Étoile Filante | 1–2 | Canon Yaoundé | 1–1 | 0–1 |
| Wydad AC | 2–2 (a) | USM Alger | 1–0 | 1–2 |
| Team 1 | Agg. | Team 2 | 1st leg | 2nd leg |
|---|---|---|---|---|
| ES Sahel | 3–3 (a) | Zamalek SC | 2–0 | 1–3 |
| Canon Yaoundé | 2–2 (5–6 p) | Wydad AC | 1–1 | 1–1 |
| Team 1 | Agg. | Team 2 | 1st leg | 2nd leg |
|---|---|---|---|---|
| ES Sahel | 2–2 (a) | Wydad AC | 1–0 | 1–2 |
| 1999 CAF Cup Winners |
|---|
 ES Sahel Second title |